RESUMEN
Three cyclic diarylheptanoids, myricanol (1), myricanone (2), and porson (3), were isolated from Myrica javanica (Myricaceae). As a major component, myricanol (1) was obtained from dry powdered bark and twigs (up to 1.6%). Transformation of myricanol (1) afforded 5-prenylmyricanol (4) and 5-benzylmyricanol (5) in 84.5% and 65% yields, respectively. The bioactivities of the isolated cyclic diarylheptanoids and their derivatives were investigated to determine their cytotoxicity and DPPH (2,2-diphenyl-1-picrylhydrazyl) scavenging activities. The cytotoxicity assay against murine leukaemia P-388 cells demonstrated that compounds 4 and 5 showed an almost two-fold increase in the activity of their parent molecule (1), with an IC50 value of 12 µM. Furthermore, the free radical scavenging assay showed that myricanol (1) had the highest radical scavenging activity, revealing the importance of the free phenolic group (IC50 39.3 µM).
RESUMEN
Three Diels-Alder type adducts (1-3) along with their precursors, including one 2-arylbenzofuran (4) and one stilbene (5), were isolated from the MeOH extract of M. alba var. shalun root cultures. Among them, 1 is a new Diels-Alder type adduct named morushalunin D. The molecular structures of 1-5 were elucidated based on spectroscopic data and comparison with the literatures. Cytotoxic properties of compounds 1-5 were evaluated against murine leukemia P-388 cells. Morushalunin D (1), mulberrofuran T (2), sorocein A (3), moracin M (4), and oxyresveratrol (5) were active, significantly inhibiting the growth of P-388 cells with IC50 values of 0.5, 1.0, 0.6, 2.0, and 3.3 µg/ml, respectively.
Asunto(s)
Morus , Raíces de Plantas , Estilbenos , Morus/química , Raíces de Plantas/química , Estructura Molecular , Ratones , Animales , Estilbenos/química , Estilbenos/farmacología , Estilbenos/aislamiento & purificación , Benzofuranos/química , Benzofuranos/farmacología , Benzofuranos/aislamiento & purificación , Antineoplásicos Fitogénicos/farmacología , Antineoplásicos Fitogénicos/química , Ensayos de Selección de Medicamentos AntitumoralesRESUMEN
A new Diels-Alder type adduct named morushalunin (1), together with three similar compounds, guangsangon E (2), chalcomoracin (3), and kuwanon J (4) were isolated from the EtOAc extract of liquid medium of Morus alba var. shalun root cultures. The structures of the isolated compounds were determined based on spectroscopic data, including 1D, 2D NMR, and MS data. Cytotoxic properties of compounds 1-4 were evaluated against murine leukemia P-388 cells. Morushalunin (1), guangsangon E (2), and chalcomoracin (3) were found to have significant cytotoxicity with IC50 values 0.7, 2.5, and 1.7 µg/mL, respectively, while kuwanon J (4) showed weak cytotoxicity (IC50 = 5.9 µg/mL).